Amine-functionalized organosilane/fatty acid combination systems as stain/corrosion inhibitors for the application on aluminum and its alloys

ABSTRACT

Provided herein is a composition for treating aluminum containing surfaces, wherein the composition includes a reaction product of at least one amine-functionalized organosilane and/or oligomer and/or polymer thereof and at least one fatty acid, wherein the molar ratio of the amino group/s of the at least one amine-functionalized organosilane and/or oligomer and/or polymer thereof and of the at least one fatty acid is 1.2:1 to 1:2, and wherein the at least one amine-functionalized organosilane and/or oligomer and/or polymer thereof is linked to the at least one fatty acid by at least one carboxylic acid/amine salt bond and/or at least one amide bond.

FIELD OF THE INVENTION

This present invention relates to a composition for treating aluminumcontaining surfaces providing improved inhibition of aluminumstaining/corrosion as well as to a method for producing saidcomposition, a method for treating aluminum containing surfaces withsaid composition and the use of said composition as a metal workingfluid and/or rust preventive.

BACKGROUND OF THE INVENTION

The term “stain” describes a type of corrosion, which is mainly used fornon-ferrous metals including aluminum. Regarding metal working fluid(MWF) systems, aluminum staining comes from a low pH of below 4 or ahigh pH of above 8.5. Stain/corrosion on aluminum and its alloys has adetrimental effect on its surface properties and typically ends up withimpairment in value of the finished products. Therefore, significanttechnical effort and research activity have been devoted to remove or atleast minimize this unfavorable damage on the metal surface.

Pursuant to this venture, e.g. modern MWF technology utilizes variousphosphates, sulfonates or silicates which primarily function ascorrosion inhibitors in the formulations. Phosphorus or sulfurcontaining compounds, however, have inherent shortcomings ofaccumulating excessive nutrients in aqueous system causing microbialproliferation. Although silicates do not cause microbial growth,especially low hydrocarbyl silicates have gelling/precipitation issuesdue to their tendency to form insoluble three dimensional networks inaqueous system.

Accordingly, development of new inhibitor chemistry which is free ofmicrobial growth as well as gelling issues has always been of greatinterest in founding MWF platform technology. For example, Noble et al.(U.S. Pat. No. 7,674,754 B2) suggest the use of polymeric boron specieshaving silicon and/or phosphorous comprising side chains for water-basedmetalworking fluids.

As will be explained hereinafter, the present invention deals with acomposition for treating aluminum containing surfaces providing improvedinhibition of aluminum staining/corrosion in the absence of microbialproliferation and gelling issues. Preferably, said composition shouldexhibit improved properties in terms lubricity and more preferablyregarding concentrate stability, hard water stability and/oranti-foaming as well.

BRIEF DESCRIPTION OF THE INVENTION

According to the present invention, the composition for treatingaluminum containing surfaces comprises the reaction product of at leastone amine-functionalized organosilane and/or oligomer and/or polymerthereof and at least one fatty acid, wherein the molar ratio of theamino group/s of the at least one amine-functionalized organosilaneand/or oligomer and/or polymer thereof and of the at least one fattyacid is 1.2:1 to 1:2, and wherein the at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof is linked to the atleast one fatty acid by at least one carboxylic acid/amine salt bondand/or at least one amide bond.

Aluminum containing surfaces being treated with the compositionaccording to the invention exhibit a barrier layer in the interfacebetween the metallic surface and the liquid phase preventing corrosivechemicals from accessing the metallic surface. At that, the polar headgroup of said reaction product originating from the amine-functionalizedorganosilane is adsorbed on the metallic surface, while the non-polartail group originating from the fatty acid is positioned toward theliquid phase repelling the access of water.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

The following paragraphs describe preferred embodiments of thecomposition according to the present invention.

The aluminum containing surface to be treated preferably consists ofaluminum or an aluminum alloy containing other elements like Cu, Si, Mgand/or Zn, more preferably of one of the cast aluminum alloys A1319 andA1356-T6 or one of the wrought aluminum alloys A16061-T6 and A17075. An“aluminum containing surface” in the sense of the present invention mayalso consist of be aluminum or an aluminum alloy coated with aconversion or passivation layer.

In the following the term “amine-functionalized organosilane” stands foran amine-functionalized organosilane and/or oligomer and/or polymerthereof, which may originate from the (partial) hydrolysis of theamine-functionalized organosilane and the subsequent (partial)condensation of the hydrolysis product, i.e. the correspondingorganosilanol.

The at least one amine-functionalized organosilane may be a singleorganosilane or a mixture of two or more different organosilanes.

The at least one amine-functionalized organosilane has at least onehydrocarbyl moiety, which carries at least one amino group. As aminogroup/s primary —NH₂ is preferred. The organosilane preferably has onehydrocarbyl moiety carrying one amino group. However, it may also havetwo or more hydrocarbyl moieties carrying one or two or more aminogroups.

As hydrocarbyl moiety/ies alkyl is preferred, more preferably alkylhaving three or more carbon atoms. According to one embodiment, at leastone amine-functionalized organosilane having two or more alkyl groupsand/or branched alkyl groups may be used being more stable in terms ofhydrolysis. However, the adhesion of such organonosilanes to the treatedaluminum containing surface is lower.

Beside the at least one hydrocarbyl moiety, the at least oneamine-functionalized organosilane preferably has one or morehydrocarbyloxy moiety, wherein the sum of the hydrocarbyl and thehydrocarbyloxy moieties is preferably four, i.e. there is/are no othermoiety/ies at the central silicon atom of the organosilane. Ashydrocarbyloxy moiety/ies alkyloxy is preferred.

However, the at least one amine-functionalized organosilane may alsohave one or more —OH groups instead of the one or more hydrocarbyloxygroup.

Especially preferably the at least one amine-functionalized organosilaneis an aminoalkyl trialkoxysilane and most preferably 3-aminopropyltriethoxysilane.

Preferably the composition comprises at least one oligomer and/orpolymer of an amine-functionalized organosilane. The use of sucholigomers and/or polymers leads to enhanced stability of thecomposition.

The at least one fatty acid may be a single fatty acid or a mixture oftwo or more different fatty acids.

The at least one fatty acid preferably has at least 8, more preferablyat least 12, more preferably at least 16 and especially preferably atleast 20 carbon atoms. Long chain fatty acids result in increasedlubricity of the composition and are therefore preferred.

Moreover, the hydrophobic nature of long hydrocarbon tails suppressesundesirable gel formation within the composition by preventing excesshydrolysis and subsequent condensation. Non-polar hydrocarbon chainsrepel water and, thus, reduce the chance of water contact to theamine-functionalized organosilane.

For the use of the composition as a metal working fluid, the at leastone fatty acid preferably has 8 to 22 carbon atoms.

According to an embodiment, the at least one fatty acid has a branchedhydrocarbon tail, preferably with at least one side chain having atleast 2 carbon atoms and more preferably with at least on side chainhaving at least 4 carbon atoms. Such branched hydrocarbon tails areadvantageous, if the aluminum containing surface is treated with anamine-functionalized organosilane and/or oligomer and/or polymer thereofhaving a large polar head group, e.g. 3-triethoxysilyl-propylamino-.

The adhesion of the at least one fatty acid to the aluminum containingsurface may be enhanced by introducing at least one C═C double bond intothe at least one fatty acid, as there is an attraction between C═Cdouble bonds and aluminum.

Hence, the at least one fatty acid preferably has a hydrocarbon tailexhibiting at least one C═C double bond, more preferably at least oneC═C double bond in cis configuration, as the latter is expected toespecially enhance the adsorption to the aluminum containing surface.Most preferably the at least one fatty acid is erucic acid.

The properties of the composition according to the invention as well asof the resulting barrier layer may be tailored for the intendedapplication by using a mixture of at least two fatty acids withdifferent hydrocarbon tails (number of carbon atoms,hydrophobicity/hydrophilicity, unbranched/branched,saturated/unsaturated) as the at least one fatty acid.

The thickness and density as well as the adsorption of the barrier layeron the treated aluminum containing surface depend on the length andstructure of the hydrocarbon tail(s) of the applied at least one fattyacid as well as on the structure of the used at least oneamine-functionalized organosilane. Branched tails lead to films beingless dense and less thick but exhibiting strong adsorption, whereaslong, linear tails result in films having higher density and thicknessat the cost of some adsorption strength. A large head group originatingfrom the organosilane results in films having lower density andthickness but with strong adsorption, whereas a small head group leadsto films being denser and thicker accompanied with some loss inadsorption strength.

In a preferred embodiment approx. at least 5 mol-%, preferably approx.at least 10 mol-% and more preferably approx. at least 15 mol-%(detected by FT-IR spectroscopy through the peak intensity ratio of theamide bond at 1640 cm⁻¹ and the carboxylic acid/amine salt bond at 1560cm⁻¹) of the linkages between the at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof and the at least onefatty acid are amide bonds. Due to their covalent nature, amide bondsare more resistant to hydrolysis than the according salt form.

In the composition the molar ratio of the amino group/s of the at leastone amine-functionalized organosilane and/or oligomer and/or polymerthereof and of the at least one fatty acid is preferably 1.1:1 to 1:1.5and more preferably 1.0:1 to 1:1.2.

The composition for treating aluminum containing surfaces according tothe invention may be prepared by diluting a suitable concentrate,preferably by a factor of 1:10 to 1:20 (corresponding to 5 to 10 wt.-%of concentrate), with a suitable solvent, preferably deionized water,and—if necessary—subsequently adjusting the pH value with a suitable pHmodifying agent.

In such a concentrate, the at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof is preferablycomprised in a concentration of 0.1 to 4 wt.-%, more preferably 0.2 to2.0 wt.-% and especially preferably 0.6 to 1 wt.-%, and the at least onefatty acid is preferably comprised in a concentration of 0.1 to 4 wt.-%,more preferably 0.3 to 3 wt.-% and especially preferably 1.0 to 1.4wt.-%.

Correspondingly, in the composition for treating aluminum containingsurfaces obtainable by dilution of said concentrate, the at least oneamine-functionalized organosilane and/or oligomer and/or polymer thereofis preferably comprised in a concentration of 0.005 to 0.4 wt.-%, morepreferably 0.01 to 0.2 wt.-% and especially preferably 0.03 to 0.1wt.-%, and the at least one fatty acid is preferably comprised in aconcentration of 0.005 to 0.4 wt.-%, more preferably 0.015 to 0.3 wt.-%and especially preferably 0.05 to 0.14 wt.-%.

Preferably, the concentrate mentioned above additionally comprises 30 to60 wt.-% of naphthenic oil, 5 to 25 wt.-% of deionized water, 2 to 6wt.-% of 2-amino-2-methyl-propanol, 2 to 6 wt.-% of triethanol amine,0.2 to 2 wt.-% of boric acid, 3 to 7 wt.-% of an approximately 1:1 molarratio mixture of dodecanedioic acid and triethanol amine, 1 to 3 wt.-%of 3-amino-4-octanol, 1 to 3 wt.-% of a polyethylene oxide of acarboxylic acid, 0.2 to 2 wt.-% of a dicarboxy fatty acid, 2 to 6 wt.-%of polymerized ricinoleic acid, 2 to 6 wt.-% of a polymeric ester, 2 to6 wt.-% of eurucic acid, 2 to 6 wt.-% of an ethoxylated fatty alcohol asa non-ionic surfactant, 0.2 to 2 wt.-% of 3-iodo-2-propymyl butylcarbamate, 0.02 to 0.2 of a defoamer mixture and 0.5 to 2.5 wt.-% ofoleyl alcohol (with the proviso, that all components sum up to 100wt.-%).

Accordingly, in this case the composition for treating aluminumcontaining surfaces additionally comprises 0.1 to 0.6 wt.-% of2-amino-2-methyl-propanol, 0.1 to 0.6 wt.-% of triethanol amine, 0.01 to0.2 wt.-% of boric acid, 0.15 to 0.7 wt.-% of an approximately 1:1 molarratio mixture of dodecanedioic acid and triethanol amine, 0.05 to 0.3wt.-% of 3-amino-4-octanol, 0.05 to 0.3 wt.-% of a polyethylene oxide ofa carboxylic acid, 0.01 to 0.2 wt.-% of a dicarboxy fatty acid, 0.1 to0.6 wt.-% of polymerized ricinoleic acid, 0.1 to 0.6 wt.-% of apolymeric ester, 0.1 to 0.6 wt.-% of eurucic acid, 0.1 to 0.6 wt.-% ofan ethoxylated fatty alcohol as a non-ionic surfactant, 0.01 to 0.2wt.-% of 3-iodo-2-propymyl butyl carbamate, 0.001 to 0.02 of a defoamermixture and 0.025 to 0.25 wt.-% of oleyl alcohol (with the proviso, thatall components sum up to 100 wt.-%).

According to a preferred embodiment, the composition is an aqueouscomposition, which means, that more than 50 wt.-% of the solvent/s iswater, e.g. when the concentrate is predominantly diluted with water asa solvent. The composition may also comprise a synthetic oil and/or amineral oil as a solvent, e.g. naphthenic oil.

Due to the additional use of such an oil, the composition has theadvantage of combining good lubricity with high cooling capacity.

The pH value of the composition preferably lies in the range of 8.5 to10.5, more preferably in the range of 9.0 to 10.0 and especiallypreferably in the range of 9.2 to 9.7.

The present invention also includes a method for producing a compositionaccording to the invention. In this process

-   -   i) the at least one amine-functionalized organosilane (referring        to the amino group/s) and at least one fatty acid are mixed in a        molar ratio of 1.2:1 to 1:2 in a neat reaction or in an        essentially water-free medium,    -   ii) under stirring the mixture is subjected for at least 15        minutes to a temperature of at least room temperature, so that        at least 5 mol-% (detected by FT-IR spectroscopy) of the        linkages between the at least one amine-functionalized        organosilane and the at least one fatty acid are amide bonds,        and    -   iii) the reaction product is then combined with other        components, so that a composition for treating aluminum        containing surfaces or a concentrate of such a composition is        obtained.

By conducting step ii), the alkoxygroups of the remaining at least oneorganosilane and/or the respective organosilane moiety are at leastpartially hydrolyzed by the water produced in the formation of the amidebonds and the silanol groups resulting from this hydrolysis are then atleast partially condensed.

Step ii) is based on a typical exothermic acid/base reaction. The ratioof ionic to amide linkage as well as the amount of oligomeric andpolymeric amino-functionalized organosilane species in the compositiondepends on the degree of exothermicity.

According to one embodiment, step ii) is conducted at room temperature.In the course of that, the reaction time in step ii) is preferably morethan 30 minutes and especially preferably more than 40 minutes. Thisway, no detectable oligomeric/polymeric species are obtained in thereaction product and, hence, the latter exhibits a low grade ofviscosity.

The higher the reaction temperature, the higher is the grade ofamidation. Hence, according to another embodiment, step ii) is performedat a temperature above room temperature, preferably above 40° C. andespecially preferably above 60° C. Increasing temperature leads to anincreasing amount of oligomeric/polymeric species as well and, thus, toa reaction product with a higher grade of viscosity.

Both, enhanced amidation and hydrolysis occur at temperatures of morethan approx. 70° C. Amide linkage is favorable but excess hydrolysis isdetrimental. Hence, it is advantageous not to apply a reactiontemperature of more than approx. 90° C., in order to prevent too muchhydrolysis.

Therefore, according to an especially preferred embodiment, step ii) isconducted at a temperature of between approx. 70° C. and approx. 90° C.In the course of this, the reaction time in step ii) is preferably morethan 4 hours, more preferably more than 6 hours and especiallypreferably approx. 8 hours.

Accordingly, it is important to maintain the exotherm constant for everybatch in order to produce consistent products. To overcome viscosityincrease during the reaction, a powerful stirrer device is advisable.

Moreover, the invention also comprises a method for treating aluminumcontaining surfaces, wherein an aluminum containing surface is broughtinto contact with a composition according to the invention and thenoptionally rinsed.

The composition according to the invention is preferably used as anessentially non-staining metal working fluid and/or a rust preventivefor aluminum containing surfaces.

The present invention should be pointed out by the following exampleswithout thereby limiting the scope of the invention.

EXAMPLES Comparative Example 1 (C1)

A first comparative concentrate (C1; metal working fluid) was preparedby mixing 15.6 g of deionized water, 4.0 g of 2-amino-2-methyl-propanol,4.0 g of triethanol amine, 1.0 g of boric acid, 5.0 g of a 1:1 molarratio mixture of dodecanedioic acid and triethanol amine, 1.8 g of3-amino-4-octanol, 2.0 g of a polyethylene oxide of a carboxylic acid,1.1 g of a dicarboxy fatty acid, 4.0 g of polymerized ricinoleic acid,4.0 g of a polymeric ester, 4.0 g of eurucic acid, 4.0 g of anethoxylated fatty alcohol as a non-ionic surfactant, 47.0 g ofnaphthenic oil, 1.0 g of 3-iodo-2-propymyl butyl carbamate, 0.1 g of adefoamer mixture and 1.5 g of oleyl alcohol.

Comparative Example 2 (C2)

A second comparative concentrate (C2) was obtained by separatelydropping 0.8 g of tetraethoxysilane and 1.7 g of Ocenol™ (>80 wt.-% ofoleyl alcohol and <20 wt.-% of cetyl alcohol; BASF, Germany) into 97.5 gof a concentrate according to C1 and stirring the resulting mixture for40 minutes at room temperature.

Comparative Example 3 (C3)

A third comparative concentrate (C3) was obtained by mixing 0.8 g oftetraethoxysilane and 1.7 g of Ocenol™ (>80 wt.-% of oleyl alcohol and<20 wt.-% of cetyl alcohol; BASF, Germany) and stirring the resultingmixture for 8 hours at a temperature of 75° C. After having been cooleddown to room temperature, the reaction product was mixed with 97.5 g ofa concentrate according to C1 and the resulting mixture was stirred for40 minutes at room temperature.

Inventive Example 1 (E1)

A concentrate according to the invention (E1) was prepared by i) mixing0.8 g of 3-aminopropyl triethoxysilane and 1.2 g of erucic acid, ii)subjecting the resulting mixture for 40 minutes to room temperature, andiii) dropping 2.0 g of the reaction product (corrosion/stain inhibitoraccording to the invention) into 98 g of a concentrate according to C1.

Subsequent to step ii) and prior to step iii) the reaction product wasanalyzed by FT-IR. According to the peak intensity ratio of the amidebond at 1640 cm⁻¹ and the carboxylic acid/amine salt bond at 1560 cm⁻¹,approx. 10 mol-% of the linkages between aminopropyl triethoxysilane anderucic acid were amide bonds.

Inventive Example 2 (E2)

A concentrate according to the invention (E1) was prepared by i) mixing0.8 g of 3-aminopropyl triethoxysilane and 1.2 g of erucic acid, ii)subjecting the resulting mixture for 8 hours to a temperature of 75° C.,and iii) dropping 2.0 g of the reaction product (corrosion/staininhibitor according to the invention) into 98 g of a concentrateaccording to C1.

Subsequent to step ii) and prior to step iii) the reaction product wasanalyzed by FT-IR. According to the peak intensity ratio of the amidebond at 1640 cm⁻¹ and the carboxylic acid/amine salt bond at 1560 cm⁻¹,approx. 15 mol-% of the linkages between aminopropyl triethoxysilane anderucic acid were amide bonds.

Concentrate Stability Test:

The stability of the above concentrates was detected over 6 days at 50°C. by means of a Turbiscan™ device (Formulaction Inc., Worthington,Ohio). At several time points within these five days backscattering (%)curves over the range of 0 to 50 mm were produced.

For each concentrate, the following table shows the difference betweenthe final and the initial value of backscattering in % (ABS %)—in thebottom, in the middle as well as in the top region of the 0 to 50 mmrange.

Concentrate ΔBS % (bottom) ΔBS % (middle) ΔBS % (top) C1 6.99 10.35 7.70C2 17.07 13.71 12.73 C3 10.09 10.54 11.19 E1 4.33 7.02 8.11 E2 2.15 0.080.39

The higher the ΔBS %, the more precipitation of particles due toparticle size growth, i.e. the lower the stability of the accordingconcentrate. Thus, C2 as well as C3 exhibit decreased concentratestability in comparison to C1, whereas E1 and especially E2 according tothe invention shows enhanced stability compared to C1.

Correspondingly, one could see a separation of concentrate C2 after 1day at a temperature of approx. 50° C. by unaided eye, whereas in caseof E1 no separation appeared even after 7 days.

Hard Water Stability Test:

5 parts by volume of concentrate C1 or E1 were added to 95 parts byvolume of 1200 ppm of calcium acetate in dionized water and mixed. After24 hours the resulting composition C1 appeared as a white emulsion withslight separation and slight formation of globules, whereas in case ofthe resulting composition E1, there was a white emulsion with only veryslight separation and very slight formation of globules (determined byunaided eye).

Foam Test:

Foaming is detrimental for MWFs, since foam introduces air onto themetal surface. This leads to accelerated corrosion and also prevents theformation of a uniform tribological film on the metal surface causinglow lubricity.

5 parts by volume of concentrate C1 or E1 were added to 95 parts byvolume of deionized water (“DI”) or 150 ppm of calcium acetate indeionized water (“Ca”) and mixed. The resulting compositions C1 and E1were agitated for 5 minutes (foam break time: 18 seconds) in case ofdeionized water and for 5 minutes (foam break time: 14 seconds) in caseof 150 ppm of calcium acetate in deionized water by means of a sunbeamblender. This way, the following volumes of foam (in ml) were obtained.

Composition DI Ca C1 850 ml 800 ml E1 810 ml 750 ml

The amount of foam is significantly lower with composition E1 than withC1. This may be regarded as a clear advantage of E1, as for differentreasons the production of foam is undesirable.

Micro Tap Test:

8 parts by volume of concentrate C1 or E1 were added to 92 parts byvolume of 75 ppm of calcium acetate in dionized water and mixed. Theobtained compositions C1 and E1 were each applied to a 6061 Aluminumtest plate, and a so-called Micro Tap Test was performed by means of aspecial testing device simulating a thread tapping machine operation.Said device measures the torque force required for tapping metalworking:The lower the measured force, the better the lubricity. The use ofcomposition E1 leads to an 18% better lubricity relative to the use ofC1.

Metal Compatibility Test:

10 parts by volume of concentrate C1 or E1 were added to 90 parts byvolume of DI water and mixed. Test plates of 319 Aluminum, 356-T6Aluminum or 6061-T6 Aluminum were kept in the resulting compositions C1and E1 for 24 hours. After that, the test plates appeared as follows.

Composition 319 Aluminum 356-T6 Aluminum 6061-T6 Aluminum C1 light stainlight stain very light stain E1 no stain no stain no stain

Taken together, on all aluminum substrates tested, the inhibitor of E1according to the invention results in enhanced stain inhibition comparedto C1.

1. A method for producing a composition for treating aluminum containingsurfaces, the composition comprising a reaction product of at least oneamine-functionalized organosilane and/or oligomer and/or polymer thereofand at least one fatty acid, wherein the molar ratio of the amino groupsof the at least one amine-functionalized organosilane and/or oligomerand/or polymer thereof and of the at least one fatty acid is 1.2:1 to1:2, wherein the at least one amine-functionalized organosilane and/oroligomer and/or polymer thereof is linked to the at least one fatty acidby at least one carboxylic acid/amine salt bond and by at least oneamide bond, wherein the at least one fatty acid has at least 20 carbonatoms, wherein the at least one fatty acid has a hydrocarbon tailexhibiting at least one C═C double bond, and wherein at least about 5mol-%, to about 15 mol-% of the linkages (detected by FT-IRspectroscopy) between the at least one amine-functionalized organosilaneand/or oligomer and/or polymer thereof and the at least one fatty acidare amide bonds; wherein the method comprises i) mixing the at least oneamine-functionalized organosilane and at least one fatty acid in a molarratio of 1.2:1 to 1:2 in an essentially water-free medium; ii)subjecting the mixture, under stirring for at least 15 minutes, to atemperature of at least room temperature, so that at least 5 mol-% ofthe linkages between the at least one amine-functionalized organosilaneand the at least one fatty acid are amide bonds; and iii) combining thereaction product with other components, such that a composition fortreating aluminum containing surfaces or a concentrate of such acomposition is obtained.
 2. The method according to claim 1 wherein stepii) is conducted at room temperature for more than 30 minutes.
 3. Themethod according to claim 1 wherein step ii) is conducted at temperatureof between approximately 70° C. and approximately 90° C. for more than 4hours.
 4. A method for treating aluminum containing surfaces, the methodcomprising contacting an aluminum containing surface with a compositioncomprising a reaction product of at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof and at least onefatty acid, wherein the molar ratio of the amino groups of the at leastone amine-functionalized organosilane and/or oligomer and/or polymerthereof and of the at least one fatty acid is 1.2:1 to 1:2, wherein theat least one amine-functionalized organosilane and/or oligomer and/orpolymer thereof is linked to the at least one fatty acid by at least onecarboxylic acid/amine salt bond and by at least one amide bond, whereinthe at least one fatty acid has at least 20 carbon atoms, wherein the atleast one fatty acid has a hydrocarbon tail exhibiting at least one C═Cdouble bond, and wherein at least about 5 mol-%, to about 15 mol-% ofthe linkages (detected by FT-IR spectroscopy) between the at least oneamine-functionalized organosilane and/or oligomer and/or polymer thereofand the at least one fatty acid are amide bonds.
 5. A method for workingmetal, the method comprising contacting the metal with a compositioncomprising a reaction product of at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof and at least onefatty acid, wherein the molar ratio of the amino groups of the at leastone amine-functionalized organosilane and/or oligomer and/or polymerthereof and of the at least one fatty acid is 1.2:1 to 1:2, wherein theat least one amine-functionalized organosilane and/or oligomer and/orpolymer thereof is linked to the at least one fatty acid by at least onecarboxylic acid/amine salt bond and by at least one amide bond, whereinthe at least one fatty acid has at least 20 carbon atoms, wherein the atleast one fatty acid has a hydrocarbon tail exhibiting at least one C═Cdouble bond, and wherein at least about 5 mol-%, to about 15 mol-% ofthe linkages (detected by FT-IR spectroscopy) between the at least oneamine-functionalized organosilane and/or oligomer and/or polymer thereofand the at least one fatty acid are amide bonds, as an essentiallynon-staining metal working fluid on the metal.
 6. A method forinhibiting corrosion, the method comprising contacting an aluminumcontaining surface with a composition comprising a reaction product ofat least one amine-functionalized organosilane and/or oligomer and/orpolymer thereof and at least one fatty acid, wherein the molar ratio ofthe amino groups of the at least one amine-functionalized organosilaneand/or oligomer and/or polymer thereof and of the at least one fattyacid is 1.2:1 to 1:2, wherein the at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof is linked to the atleast one fatty acid by at least one carboxylic acid/amine salt bond andby at least one amide bond, wherein the at least one fatty acid has atleast 20 carbon atoms, wherein the at least one fatty acid has ahydrocarbon tail exhibiting at least one C═C double bond, and wherein atleast about 5 mol-%, to about 15 mol-% of the linkages (detected byFT-IR spectroscopy) between the at least one amine-functionalizedorganosilane and/or oligomer and/or polymer thereof and the at least onefatty acid are amide bonds, as a corrosion inhibitor for the aluminumcontaining surface.